Round: 62 Ground: Clay
| Challenger Vicenza Qual | 2016/05/22 12:40 | Stefano Napolitano v Goncalo Oliveira | 6-4,6-1 |
| Challenger Vicenza Qual | 2016/05/21 09:45 | Goncalo Oliveira v Robin Stanek | 6-2,6-4 |
| Challenger Mestre Qual | 2016/05/15 09:00 | Goncalo Oliveira v Daniel Masur | 3-6,0-6 |
| Challenger Mestre Qual | 2016/05/14 08:00 | Goncalo Oliveira v Marc Giner | 6-1,6-2 |
| Challenger Aix en Provence Qual | 2016/04/30 12:30 | Goncalo Oliveira v Gregoire Jacq | 1-6,4-6 |
| ITF France F9 | 2016/04/25 10:30 | Goncalo Oliveira v Andreas Beck | 6-4,4-6,6-7 |
| ITF Italy F4 | 2016/04/06 08:00 | Goncalo Oliveira v Elie Rousset | 7-6,2-6,4-6 |
| ITF Italy F4 | 2016/04/04 09:00 | Goncalo Oliveira v Filippo Baldi | 7-6,6-2 |
| ITF Croatia F1 | 2016/02/29 11:00 | Federico Bertuccioli v Riccardo Roberto | 5-7,1-6 |
| ITF Croatia F1 | 2016/02/27 08:30 | Federico Bertuccioli v David L Ambrozic | 6-4,6-1 |